Syntheses of 3-aminoquinoline-2,4(1H,3H)-diones

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F02%3A63500546" target="_blank" >RIV/70883521:28110/02:63500546 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Syntheses of 3-aminoquinoline-2,4(1H,3H)-diones

Original language description

3-Chloro- and 3-bromoquinoline-2,4(1H,3H)-diones react with excess of primary alkyl or arylamines in dimethylformamide to the corresponding 3-alkyl- or 3-arylamino derivatives. The compounds with the primary amino group at the 3 position were best prepared by reaction of 3-chloroquinoline-2,4(1H,3H)-diones with in situ generated ammonia under anhydrous conditions. An alternative approach to the primary amines via reduction of 3-azidoquinoline-2,4(1H,3H)-diones was investigated. The reduction of 3-azidoquinoline-2,4(1H,3H)-diones with zinc in acetic acid gave moderate to good yields of the desired products, while the reaction with triphenylphosphane afforded exclusively 4-hydroxyquinoline-2(1H)-ones.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2002

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Heterocycles

ISSN

0385-5414

e-ISSN

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Volume of the periodical

57

Issue of the periodical within the volume

9

Country of publishing house

GB - UNITED KINGDOM

Number of pages

24

Pages from-to

1659-1682

UT code for WoS article

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EID of the result in the Scopus database

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